Issue 19, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis of epibatidine isomers: endo-5- and 6- (6′-chloro-3′-pyridyl-2-azabicyclo[2.2.1]heptanes

Caroline D. Cox,a   John R. Malpass,*a   John Gordonb  and  Alan Rosenb  

* Corresponding authors

a Department of Chemistry, University of Leicester, Leicester, UK

b AstraZeneca R&D Boston, Worcester, USA

Abstract

Synthesis of the title compounds is described; detailed NMR data are provided in support of the proposed stereostructures. The 5- and 6-endo-compounds show high selectivity for α4β2 versus α7 nAChR subtypes; in contrast, the exo-stereoisomers show comparatively weak affinity at both subtypes.

Graphical abstract: Synthesis of epibatidine isomers: endo-5- and 6- (6′-chloro-3′-pyridyl-2-azabicyclo[2.2.1]heptanes

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Article information

DOI
https://doi.org/10.1039/B106212N
Article type
Paper
Submitted
12 Jul 2001
Accepted
17 Aug 2001
First published
14 Sep 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 2372-2379

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Synthesis of epibatidine isomers: endo-5- and 6- (6′-chloro-3′-pyridyl-2-azabicyclo[2.2.1]heptanes

C. D. Cox, J. R. Malpass, J. Gordon and A. Rosen, J. Chem. Soc., Perkin Trans. 1, 2001, 2372 DOI: 10.1039/B106212N

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